1: With sodium hydroxide in acetonitrile
T=20°C; Alkylation; 3 h;
2: With hydrogenchloride; water in methanol
Hydrolysis; 1 h; Heating; Further stages.;
参考文献
Collet, Sylvain; Carreaux, Francois; Boucher, Jean-Luc; Pethe, Stephanie; Lepoivre, Michel; Danion-Bougot, Renee; Danion, Daniel
Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 2 p. 177 - 182
1: 5-bromo-1-pentene With magnesium in tetrahydrofuran
Inert atmosphereReflux;
2: (S)-4-i-propyl-5,5-dimethyl-3-[(RP)-methyl(phenyl)phosphinoyll]oxazolidin-2-one in tetrahydrofuran
T=0°C; Inert atmosphere; optical yield given as percent eeenantioselective reaction;
参考文献
Adams, Harry; Collins, Rebecca C.; Jones, Simon; Warner, Christopher J. A.
Organic Letters, 2011 , vol. 13, # 24 p. 6576 - 6579
1: 1,1-dimethyl-2-(1-phenylethylidene)hydrazine With lithium diisopropyl amide in tetrahydrofuran
T=0°C; 5.25 h; Inert atmosphere;
2: 5-bromo-1-pentene in tetrahydrofuran
T=-78 - 20°C; Inert atmosphere;
3: With sulfuric acid; water in diethyl ether
0.5 h; Cooling with ice;
1: 70 percent / K2CO3 / dimethylformamide / 5 h / 70 °C
2: 62 percent / sodium methoxide / methanol / 1 h / 25 °C
View Scheme
参考文献
Marsilje, Thomas H.; Hedrick, Michael P.; Desharnais, Joel; Tavassoli, Ali; Zhang, Yan; Wilson, Ian A.; Benkovic, Stephen J.; Boger, Dale L.
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 20 p. 4487 - 4501